Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1c(=O)n(C)c2cc(Oc3cccc(OCC4CCN(C(=O)OC(C)(C)C)CC4)c3)c(N)cc21
InChiKey
LUJXUEXMVWWISJ-UHFFFAOYSA-N
Route Signature
2b9224cc678a38713f2d8872f6b7d283138cee6ae74a517360e7deb4d1b43cff
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c377eca1233d813b309c9815",
"signature": "2b9224cc678a38713f2d8872f6b7d283138cee6ae74a517360e7deb4d1b43cff",
"contentHash": "00f83474ac927efc777a3d71080d40dac88e23ddbffb7d604a84e4ca9052c12b",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_c075fb6dc24888075f0a6344",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06003",
"moleculeId": "sa_6020ddccc230bee7adc3e296",
"smiles": "Cn1c(=O)n(C)c2cc(Oc3cccc(OCC4CCN(C(=O)OC(C)(C)C)CC4)c3)c(N)cc21",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6020ddccc230bee7adc3e296",
"inchikey": "LUJXUEXMVWWISJ-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)n(C)c2cc(Oc3cccc(OCC4CCN(C(=O)OC(C)(C)C)CC4)c3)c(N)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15834",
"routeId": "sa_c377eca1233d813b309c9815",
"moleculeId": "sa_6020ddccc230bee7adc3e296",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6020ddccc230bee7adc3e296",
"inchikey": "LUJXUEXMVWWISJ-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)n(C)c2cc(Oc3cccc(OCC4CCN(C(=O)OC(C)(C)C)CC4)c3)c(N)cc21"
},
"smiles": "Cn1c(=O)n(C)c2cc(Oc3cccc(OCC4CCN(C(=O)OC(C)(C)C)CC4)c3)c(N)cc21",
"reactionStepId": "sa_002c6efd7418d509fce6e426",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160060260A1;0279;1846826\",\"rsmi\":\"Br[CH2:20][CH:21]1[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32][CH2:33]1.[CH3:1][n:2]1[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[c:8]1[cH:9][c:10]([NH2:11])[c:12]([O:13][c:14]1[cH:15][cH:16][cH:17][c:18]([OH:19])[cH:34]1)[cH:35]2>CN(C)C=O.O=C(O)O.I.[K+].[K+].[K+]>[CH3:1][n:2]1[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[c:8]1[cH:9][c:10]([NH2:11])[c:12]([O:13][c:14]1[cH:15][cH:16][cH:17][c:18]([O:19][CH2:20][CH:21]3[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32][CH2:33]3)[cH:34]1)[cH:35]2\"},\"mapped_reaction_smiles\":\"Br[CH2:20][CH:21]1[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32][CH2:33]1.[CH3:1][n:2]1[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[c:8]1[cH:9][c:10]([NH2:11])[c:12]([O:13][c:14]1[cH:15][cH:16][cH:17][c:18]([OH:19])[cH:34]1)[cH:35]2>CN(C)C=O.O=C(O)O.I.[K+].[K+].[K+]>[CH3:1][n:2]1[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[c:8]1[cH:9][c:10]([NH2:11])[c:12]([O:13][c:14]1[cH:15][cH:16][cH:17][c:18]([O:19][CH2:20][CH:21]3[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32][CH2:33]3)[cH:34]1)[cH:35]2\"}",
"reactionStep": {
"id": "sa_002c6efd7418d509fce6e426",
"reactionHash": "4d4827881a44de38720c0de074d05569641423b58d3db59e6a0144b39734ae97"
},
"children": [
{
"id": "15835",
"routeId": "sa_c377eca1233d813b309c9815",
"moleculeId": "sa_508f4f853c1cee48a88a3b83",
"parentId": "15834",
"isLeaf": false,
"molecule": {
"id": "sa_508f4f853c1cee48a88a3b83",
"inchikey": "ILTFHEUCZSGPQB-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)n(C)c2cc(Oc3cccc(O)c3)c(N)cc21"
},
"smiles": "Cn1c(=O)n(C)c2cc(Oc3cccc(O)c3)c(N)cc21",
"reactionStepId": "sa_74caf65a85bd43c97cd6ecc5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160060260A1;0187;1846776\",\"rsmi\":\"c1ccc(C[O:17][c:16]2[cH:15][c:14]([O:13][c:12]3[c:10]([NH2:11])[cH:9][c:8]4[n:2]([CH3:1])[c:3](=[O:4])[n:5]([CH3:6])[c:7]4[cH:21]3)[cH:20][cH:19][cH:18]2)cc1>BrB(Br)Br.ClCCl>[CH3:1][n:2]1[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[c:8]1[cH:9][c:10]([NH2:11])[c:12]([O:13][c:14]1[cH:15][c:16]([OH:17])[cH:18][cH:19][cH:20]1)[cH:21]2\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:17][c:16]2[cH:15][c:14]([O:13][c:12]3[c:10]([NH2:11])[cH:9][c:8]4[n:2]([CH3:1])[c:3](=[O:4])[n:5]([CH3:6])[c:7]4[cH:21]3)[cH:20][cH:19][cH:18]2)cc1>BrB(Br)Br.ClCCl>[CH3:1][n:2]1[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[c:8]1[cH:9][c:10]([NH2:11])[c:12]([O:13][c:14]1[cH:15][c:16]([OH:17])[cH:18][cH:19][cH:20]1)[cH:21]2\"}",
"reactionStep": {
"id": "sa_74caf65a85bd43c97cd6ecc5",
"reactionHash": "b865ec5fc95ccede861d3988ed2286157756fc146b634e279a4b774767b29d77"
},
"children": [
{
"id": "15836",
"routeId": "sa_c377eca1233d813b309c9815",
"moleculeId": "sa_05fd55c9ae9ffd19fb1c210c",
"parentId": "15835",
"isLeaf": false,
"molecule": {
"id": "sa_05fd55c9ae9ffd19fb1c210c",
"inchikey": "RQUXTWCPAXSCSP-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)n(C)c2cc(Oc3cccc(OCc4ccccc4)c3)c(N)cc21"
},
"smiles": "Cn1c(=O)n(C)c2cc(Oc3cccc(OCc4ccccc4)c3)c(N)cc21",
"reactionStepId": "sa_f2757f6a72956dcbbd7542b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160060260A1;0240;1846808\",\"rsmi\":\"Br[c:12]1[c:10]([NH2:11])[cH:9][c:8]2[n:2]([CH3:1])[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[cH:28]1.[OH:13][c:14]1[cH:15][c:16]([O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26][cH:27]1>COCCOCCOC.Cl[Cu].O=P(O)(O)O.Oc1cccc2cccnc12.[K+].[K+].[K+]>[CH3:1][n:2]1[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[c:8]1[cH:9][c:10]([NH2:11])[c:12]([O:13][c:14]1[cH:15][c:16]([O:17][CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[cH:25][cH:26][cH:27]1)[cH:28]2\"},\"mapped_reaction_smiles\":\"Br[c:12]1[c:10]([NH2:11])[cH:9][c:8]2[n:2]([CH3:1])[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[cH:28]1.[OH:13][c:14]1[cH:15][c:16]([O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26][cH:27]1>COCCOCCOC.Cl[Cu].O=P(O)(O)O.Oc1cccc2cccnc12.[K+].[K+].[K+]>[CH3:1][n:2]1[c:3](=[O:4])[n:5]([CH3:6])[c:7]2[c:8]1[cH:9][c:10]([NH2:11])[c:12]([O:13][c:14]1[cH:15][c:16]([O:17][CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[cH:25][cH:26][cH:27]1)[cH:28]2\"}",
"reactionStep": {
"id": "sa_f2757f6a72956dcbbd7542b9",
"reactionHash": "8f241a6a3162a5ec38964405660e730a5bfbadcc5e1f5b233c9dfd04d9e4ae7c"
},
"children": [
{
"id": "15837",
"routeId": "sa_c377eca1233d813b309c9815",
"moleculeId": "sa_14b9ba7ddecd62fa5faaeeb2",
"parentId": "15836",
"isLeaf": true,
"molecule": {
"id": "sa_14b9ba7ddecd62fa5faaeeb2",
"inchikey": "FOTVZLOJAIEAOY-UHFFFAOYSA-N",
"smiles": "Oc1cccc(OCc2ccccc2)c1"
},
"smiles": "Oc1cccc(OCc2ccccc2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15838",
"routeId": "sa_c377eca1233d813b309c9815",
"moleculeId": "sa_b59e53c9e4a32431a6ac26d8",
"parentId": "15836",
"isLeaf": true,
"molecule": {
"id": "sa_b59e53c9e4a32431a6ac26d8",
"inchikey": "SXPRALARBJCCIH-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)n(C)c2cc(Br)c(N)cc21"
},
"smiles": "Cn1c(=O)n(C)c2cc(Br)c(N)cc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15839",
"routeId": "sa_c377eca1233d813b309c9815",
"moleculeId": "sa_e3bb799179bcaa5958978e4e",
"parentId": "15834",
"isLeaf": true,
"molecule": {
"id": "sa_e3bb799179bcaa5958978e4e",
"inchikey": "YGJXBTRLYHCWGD-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(CBr)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(CBr)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}